Book The Best Hotels in Far Southwest Side, IL for 2026 from CA $129 - Fully Refundable Options

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Our top choices for Far Southwest Side hotels

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.

A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

1. Motel 6 - Chicago, IL

Washington Heights

Nazli

CA $125

CA $147 total

includes taxes & fees

Sep 21 - Sep 22

A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.

A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.

A motel with a row of parking spaces and a building with a red roof and beige walls.

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Aniya

CA $120

CA $153 total

includes taxes & fees

Oct 5 - Oct 6

A spacious lobby with a central coffee table, sofas, and a large mirror.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

3. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Michael T.

CA $250

CA $298 total

includes taxes & fees

Oct 13 - Oct 14

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

4. Congress Plaza Hotel

Downtown Chicago

John

CA $222

CA $264 total

includes taxes & fees

Sep 27 - Sep 28

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

A conference room with a long table, chairs, and a vase.

A man in a suit sitting by a window with a vase of red flowers.

5. River Hotel

Downtown Chicago

steve

CA $254

CA $302 total

includes taxes & fees

Sep 20 - Sep 21

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

6. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

CA $413

CA $539 total

includes taxes & fees

Sep 27 - Sep 28

A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.

A hotel entrance with a marquee and string lights above the entrance.

A hotel entrance with a marquee, American flag, and a person standing in front.

7. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Ann

CA $348

CA $414 total

includes taxes & fees

Sep 20 - Sep 21

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

8. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Patricia

CA $178

CA $212 total

includes taxes & fees

Sep 20 - Sep 21

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

9. The Wade

Downtown Chicago

Fernanda

CA $278

CA $331 total

includes taxes & fees

Sep 20 - Sep 21

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

A compact kitchen with a microwave, coffee maker, and sink.

10. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Tremecka

CA $215

CA $253 total

includes taxes & fees

Sep 27 - Sep 28

A multi-story hotel with a prominent sign reading "Crowne Plaza."

A spacious lobby with a seating area, a reception desk, and a large screen.

A modern restaurant with round tables and booths, a high ceiling with exposed beams, and a brick accent wall with the text "RVE DELTA".

A hotel room with a large bed, a desk with a computer, a TV, and a seating area with a chair and ottoman.

11. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Phillip

CA $237

CA $281 total

includes taxes & fees

Sep 20 - Sep 21

A large, historic building with a central courtyard surrounded by trees.

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

12. Hilton Chicago

Downtown Chicago

Alan

CA $312

CA $412 total

includes taxes & fees

Sep 25 - Sep 26

A dining table set for six with a cityscape view through large windows.

The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.

A modern hotel room with a large bed, a desk, a chair, and a view of the cityscape through large windows.

A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.

13. Swissotel - Chicago

Downtown Chicago

Aagrim

CA $323

CA $433 total

includes taxes & fees

Sep 20 - Sep 21

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.

14. Central Loop Hotel

Downtown Chicago

Boyd

CA $246

CA $292 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

A grilled pineapple on top of a stack of meat, served on a pan.

The exterior of the Hyatt Centric The Loop hotel with a prominent American flag, a classic facade, and a glass entrance.

A conference room with a long table, chairs, and a projector screen.

15. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

CA $279

CA $366 total

includes taxes & fees

Sep 20 - Sep 21

A modern hotel with a glass facade, multiple floors, and a prominent sign.

A hotel reception desk with a marble counter, a digital kiosk, and a sign indicating Hilton Honors.

A modern conference room with a large oval table, multiple chairs, and a city view through large windows.

A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

16. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Rebecca

CA $251

CA $299 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with a marble island, fruit bowls, and a city view.

A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.

A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.

17. Fairmont Chicago at Millennium Park

Downtown Chicago

Amit

CA $344

CA $458 total

includes taxes & fees

Sep 20 - Sep 21

A cozy room with a sofa, a dining table, and a window with a view of buildings.

A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.

A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.

A modern hotel lobby with a dark wood console, a large mirror, and a view of the city through large windows.

18. LIVN - West Loop Chicago

Downtown Chicago

chidubem

CA $239

CA $281 total

includes taxes & fees

Sep 20 - Sep 21

A grand lobby with a central bar, high ceilings, and classical architecture.

A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.

A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.

19. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

Tomasz

CA $222

CA $264 total

includes taxes & fees

Sep 27 - Sep 28

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

A modern bar area with a bar counter, multiple stools, and a chandelier.

A modern living room with a dark sofa set, a glass coffee table, and a decorative chandelier.

A man and a woman walking down a marble staircase in a hotel lobby with a chandelier and a sign indicating an exit.

20. Silversmith Hotel Chicago Downtown

Downtown Chicago

Zamira

CA $256

CA $347 total

includes taxes & fees

Sep 27 - Sep 28

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Stay near popular Far Southwest Side attractions

Beverly Arts Center

Beverly Arts Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.

See properties

Highland Community Bank

Learn about the local history of Chicago when you take a trip to Highland Community Bank.

See properties

Final Call Newspaper Headquarters

Find out about the history of Chicago with a stop at Final Call Newspaper Headquarters.

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Carter G. Woodson Library

You can enjoy some culture when you stop by Carter G. Woodson Library in Chicago. Make some time to visit the shops while you're in the area.

See properties

Top Far Southwest Side Hotel Reviews

L7 Chicago by LOTTE

10/10 Excellent

"Enjoyed my stay. I will definitely stay here again if I visit Chicago again."

Hotel Felix River North/Magnificent Mile

10/10 Excellent

"Very nice staff, clean rooms, quick elevators, coffee and fruit in the lobby in the mornings, and the location is great to access many wonderful things in the city. Highly recommend"

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"Elevator situation is not the best but it was a good stay for Lollapalooza"

Congress Plaza Hotel

10/10 Excellent

"Clean room, funky smell tho. Super nice staff. Very helpful"

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"A+"

River Hotel

8/10 Good

"Location is great."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Stayed at the Fairmont Chicago and it exceeded every expectation. The rooms are spacious and clean, the staff make us feel welcome, and the location puts you steps from Millennium Park and the lakefront. Five stars — we'll be back."

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good

"The location and room itself worked well for us after a wedding on the Southside and using a Spot Hero parking place. The breakfast was very good, made fresh with good options but the tables needed to be bused and wiped down. The lobby needed tending to as well"

More cheap stays in Far Southwest Side

Quality Inn O'Hare Airport

3801 North Mannheim Road Schiller Park IL

CA $112

CA $129 total

Oct 4 - Oct 5

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

CA $142

CA $157 total

Sep 28 - Sep 29

includes taxes & fees

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

CA $152

CA $179 total

Sep 23 - Sep 24

includes taxes & fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

CA $215

CA $253 total

Sep 27 - Sep 28

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

CA $272

CA $324 total

Sep 20 - Sep 21

includes taxes & fees

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

CA $285

CA $339 total

Sep 27 - Sep 28

includes taxes & fees

Hotels in Far Southwest Side with star rating

Explore a world of travel with Expedia

Things to do in Chicago

Book Hotels in Far Southwest Side on Expedia.com

Find hotels in Far Southwest Side, IL from CA $129

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Far Southwest Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Far Southwest Side hotels

1. Motel 6 - Chicago, IL

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

3. The Chicago Hotel Collection Ambassador Gold Coast

4. Congress Plaza Hotel

5. River Hotel

6. Sable at Navy Pier Chicago, Curio Collection by Hilton

7. Hilton Vacation Club Hotel Blake Chicago

8. The Chicago Hotel Collection - Magnificent Mile

9. The Wade

10. Travelodge by Wyndham Downtown Chicago

11. Crowne Plaza Chicago West Loop by IHG

12. Hilton Chicago

13. Swissotel - Chicago

14. Central Loop Hotel

15. Hyatt Centric The Loop Chicago

16. Hampton Inn Chicago West Loop Fulton Market Area

17. Fairmont Chicago at Millennium Park

18. LIVN - West Loop Chicago

19. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

20. Silversmith Hotel Chicago Downtown

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Highland Community Bank

Final Call Newspaper Headquarters

Carter G. Woodson Library

Top Far Southwest Side Hotel Reviews

L7 Chicago by LOTTE

Hotel Felix River North/Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Congress Plaza Hotel

Club Quarters Hotel, Central Loop, Chicago

River Hotel

Fairmont Chicago at Millennium Park

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

More cheap stays in Far Southwest Side

Quality Inn O'Hare Airport

SureStay Plus Hotel by Best Western Chicago Lombard

Sleep Inn Midway Airport Bedford Park

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Holiday Inn Express Chicago - Magnificent Mile by IHG

Hotels in Far Southwest Side with star rating

Explore a world of travel with Expedia

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